Dialkylbiaryl phosphines in Pd-catalyzed amination: a user's guide

被引：1303

作者：

Surry, David S. ^{[1
]}

Buchwald, Stephen L. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

CHEMICAL SCIENCE | 2011年 / 2卷 / 01期

基金：

美国国家卫生研究院;

关键词：

CROSS-COUPLING REACTIONS; HIGHLY-ACTIVE CATALYST; ONE-POT SYNTHESIS; N BOND FORMATION; RELATIONSHIP SAR INVESTIGATIONS; FUNCTIONAL-GROUP COMPATIBILITY; LONG-LIVED CATALYSTS; ARYL HALIDES; C-N; REDUCTIVE ELIMINATION;

D O I：

10.1039/c0sc00331j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Dialkylbiaryl phosphines are a valuable class of ligand for Pd-catalyzed amination reactions and have been applied in a range of contexts. This perspective attempts to aid the reader in the selection of the best choice of reaction conditions and ligand of this class for the most commonly encountered and practically important substrate combinations.

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页码：27 / 50

页数：24

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共 240 条

[1] Optimization of the Mizoroki-Heck reaction using design of experiment (DoE) [J].

Aggarwal, VK ;

Staubitz, AC ;

Owen, M .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2006, 10 (01) :64-69

[2] An improved method for the palladium-catalyzed amination of aryl triflates [J].

Ahman, J ;

Buchwald, SL .

TETRAHEDRON LETTERS, 1997, 38 (36) :6363-6366

[3] Novel N-aryl and N-heteroaryl sulfamide synthesis via palladium cross coupling [J].

Alcaraz, L ;

Bennion, C ;

Morris, J ;

Meghani, P ;

Thom, SM .

ORGANIC LETTERS, 2004, 6 (16) :2705-2708

[4] RATES AND MECHANISM OF THE FORMATION OF ZEROVALENT PALLADIUM COMPLEXES FROM MIXTURES OF PD(OAC)(2) AND TERTIARY PHOSPHINES AND THEIR REACTIVITY IN OXIDATIVE ADDITIONS [J].

AMATORE, C ;

CARRE, E ;

JUTAND, A ;

MBARKI, MA .

ORGANOMETALLICS, 1995, 14 (04) :1818-1826

[5] Anionic Pd(0) and Pd(II) intermediates in palladium-catalyzed Heck and cross-coupling reactions [J].

Amatore, C ;

Jutand, A .

ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (05) :314-321

[6] Mechanistic and kinetic studies of palladium catalytic systems [J].

Amatore, C ;

Jutand, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) :254-278

[7] Role of dba in the reactivity of palladium(0) complexes generated in situ from mixtures of Pd(dba)2 and phosphines [J].

Amatore, C ;

Jutand, A .

COORDINATION CHEMISTRY REVIEWS, 1998, 178 :511-528

[8] Identification of novel and improved antimitotic agents derived from noscapine [J].

Anderson, JT ;

Ting, AE ;

Boozer, S ;

Brunden, KR ;

Crumrine, C ;

Danzig, J ;

Dent, T ;

Faga, L ;

Harrington, JJ ;

Hodnick, WF ;

Murphy, SM ;

Pawlowski, G ;

Perry, R ;

Raber, A ;

Rundlett, SE ;

Stricker-Krongrad, A ;

Wang, JM ;

Bennani, YL .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (23) :7096-7098

[9] The selective reaction of aryl halides with KOH: Synthesis of phenols, aromatic ethers, and benzofurans [J].

Anderson, Kevin W. ;

Ikawa, Takashi ;

Tundel, Rachel E. ;

Buchwald, Stephen L. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (33) :10694-10695

[10] Monodentate phosphines provide highly active catalysts for Pd-catalyzed C-N bond-forming reactions of heteroaromatic halides/amines and (H)N-heterocycles [J].

Anderson, Kevin W. ;

Tundel, Rachel E. ;

Ikawa, Takashi ;

Altman, Ryan A. ;

Buchwald, Stephen L. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (39) :6523-6527

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